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M8046

Sigma-Aldrich

Mifepristone

≥98%

All Photos(4)
Synonym(s):
11β-(4-Dimethyl­amino)­phenyl-17β-hydroxy-17-(1-propynyl)­estra-4,9-dien-3-one, RU-486, RU-38486
Empirical Formula (Hill Notation):
C29H35NO2
CAS Number:
84371-65-3
Molecular Weight:
429.59
MDL number:
MFCD00867226
PubChem Substance ID:
24278572
NACRES:
NA.77

biological source

synthetic (organic)

sterility

non-sterile

assay

≥98%

form

powder

technique(s)

inhibition assay: suitable

solubility

ethanol: 50 mg/mL, clear, greenish-yellow

originator

Danco Laboratories

shipped in

ambient

storage temp.

2-8°C

SMILES string

[H][C@@]12CCC3=CC(=O)CCC3=C1[C@H](C[C@@]4(C)[C@@]2([H])CC[C@@]4(O)C#CC)c5ccc(cc5)N(C)C

InChI

1S/C29H35NO2/c1-5-15-29(32)16-14-26-24-12-8-20-17-22(31)11-13-23(20)27(24)25(18-28(26,29)2)19-6-9-21(10-7-19)30(3)4/h6-7,9-10,17,24-26,32H,8,11-14,16,18H2,1-4H3/t24-,25+,26-,28-,29-/m0/s1

InChI key

VKHAHZOOUSRJNA-GCNJZUOMSA-N

Gene Information

human ... AR(367) , ESR1(2099) , ESR2(2100) , HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355) , HTR2A(3356) , HTR2B(3357) , HTR2C(3358) , HTR3A(3359) , HTR3B(9177) , HTR3C(170572) , HTR3D(200909) , HTR3E(285242) , HTR4(3360) , HTR5A(3361) , HTR5B(645694) , HTR6(3362) , HTR7(3363) , NR3C1(2908) , NR3C2(4306) , PGR(5241)
mouse ... Nr3c1(14815)
rat ... Nr3c1(24413) , Tat(24813)

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Application

Mifepristone has been used:
  • to induce damage against the proliferative and secretory phase of endometrial stromal cells
  • to establish a preterm birth (PTB) mice model in order to study the difference in cervical ripening mechanism between term and PTBs
  • to activate geneswitch gal4 in flies
  • to study the effects of sex steroids on prostaglandin secretion

Packaging

1 g in glass bottle
100, 500 mg in glass bottle

Biochem/physiol Actions

Therefore, mifepristone is considered to be a potent abortifacient. It is also known to inhibit human chorionic gonadotropin. Mifepristone results in decidual necrosis.
Mifepristone (RU-486) has activity as both a progesterone receptor antagonist and a glucocorticoid receptor antagonist.

Features and Benefits

This compound was developed by Danco Laboratories. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H360

Precautionary Statements

P201 - P308 + P313

Hazard Classifications

Repr. 1B

Storage Class Code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Product Information Sheet

Product Information Sheet - M8046

More Documents

An Update on Ligands for Prostanoid Receptors
Structure Search

Quotes and Ordering

Bulk Quote-Order Product

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is Mifepristone, Product M8046, soluble in?

    Mifepristone is soluble in ethanol at 50 mg/mL; heat may be required to dissolve the compound at this concentration.  It is also soluble in DMSO at 20 mg/mL.

  4. Can solutions of Mifepristone, Product M8046, be stored?

    Stock solutions of 1 mM mifepristone in ethanol can be stored at -20 °C. The top of the container should be sealed with Parafilm to prevent solvent evaporation. Solutions in ethanol, properly stored and handled, are probably good for several months (based on the structure of the compound), but we have no specific information on this.

  5. Where can I find information on usage of Mifepristone, Product M8046?

    The Sigma-Aldrich website listing has several cited articles with hyperlinks to the abstracts. These references can be found under the reference tab on the M8046 product webpage.

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

The molecular mechanisms of cervical ripening differ between term and preterm birth
Holt R, et al.
Endocrinology, 152(3), 1036-1046 (2011)
Nynne Sharma et al.
Nucleic acids research, 36(11), e67-e67 (2008-05-24)
Nonviral integration systems are widely used genetic tools in transgenesis and play increasingly important roles in strategies for therapeutic gene transfer. Methods to efficiently regulate the activity of transposases and site-specific recombinases have important implications for their spatiotemporal regulation in
Pfenninger and Fowler's Procedures for Primary Care, 874-874 (2010)
Mesenchymal stem cells derived from Wharton jelly of the human umbilical cord ameliorate damage to human endometrial stromal cells
Yang X, et al.
Fertility and Sterility, 96(4), 1029-1036 (2011)
Meyler's Side Effects of Endocrine and Metabolic Drugs, 285-285 (2009)
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